Cheap flights from Orlando to Chicago

Round-trip
Economy
Orlando (ORL)
Chicago (CHI)
Sat 7/24
Sat 7/31
Any month
Compare vs. momondo |

Flight information for Orlando to Chicago

Find info about flight duration, direct flights, and airports for your flight from Orlando to Chicago
Best Price Found$79The best flight deal from Orlando to Chicago found on momondo in the last 72 hours is $79
Fastest flight time2h 38mThe fastest flight from Orlando to Chicago takes 2h 38m
Direct flightsTu, We, Fr, Sa and SuDirect flights go from Orlando to Chicago on Tuesday, Wednesday, Friday, Saturday and Sunday. The only airline offering direct flights is Allegiant Air.
Airports in Chicago3 airportsThere are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Orlando to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Orlando to Chicago?

August
The cheapest time of year to fly to Chicago from Orlando is August. Most expensive is October

What is the cheapest day to depart Orlando for Chicago?

Thursday
The cheapest day of the week is typically Thursday. The most expensive is typically Sunday

When is the cheapest time to fly from Orlando to Chicago?

in the afternoon
Orlando to Chicago flights are approximately 26% more expensive at noon than in the afternoon

What is the cheapest airline that flies to Chicago from Orlando?

Allegiant Air
Allegiant Air, Frontier, and Spirit Airlines are the most popular carriers operating from Orlando to Chicago

What is the cheapest Orlando to Chicago flight route?

Orlando - Chicago O'Hare Intl
Fly from Orlando to Chicago O'Hare Intl for the best Orlando - Chicago flight prices

How far in advance should you book Orlando to Chicago flights?

20 days before
The cheapest time to buy a flight from Orlando to Chicago is approximately 20 days to departure
60
Days before departure
0

Easily compare round-trip flights from Orlando to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Orlando to Chicago by changing tabs
Allegiant Air
Aug 5
SFB1:47 pmOrlando Sanford Intl
2h 36m
RFD4:23 pmChicago Greater Rockford
Aug 15
RFD4:18 pmChicago Greater Rockford
2h 25m
SFB6:43 pmOrlando Sanford Intl
Allegiant Air
Aug 19
SFB10:43 amOrlando Sanford Intl
2h 37m
RFD1:20 pmChicago Greater Rockford
Aug 22
RFD1:10 pmChicago Greater Rockford
2h 27m
SFB3:37 pmOrlando Sanford Intl
Frontier
Aug 18
MCO5:50 pmOrlando
2h 54m
ORD8:44 pmChicago O'Hare Intl
Aug 25
ORD2:00 amChicago O'Hare Intl
2h 43m
MCO4:43 amOrlando

Find the cheapest one-way flights from Orlando to Chicago

If you're looking for one-way flights from Orlando to Chicago, view some of our deals below provided by Frontier
Allegiant Air
Jul 11
SFB1:09 pmOrlando Sanford Intl
2h 34m
RFD3:43 pmChicago Greater Rockford
Frontier
Aug 5
MCO5:50 pmOrlando
2h 54m
ORD8:44 pmChicago O'Hare Intl
Frontier
Jul 29
MCO5:50 pmOrlando
2h 54m
ORD8:44 pmChicago O'Hare Intl

Best airlines flying from Orlando to Chicago

Compare and see reviews for airlines that fly from Orlando to Chicago with momondo
AirlineRatingFree CancellationPrice
Frontier
PriceFrom $38
Free Cancellation
Rating
7.1
7.5

Boarding

6.8

Comfort

7.7

Crew

6.5

Entertainment

6.7

Food

Reviews

Cons: I asked for a bottle of water because i needed to take my meds and I was given the run around and after i payed i Was given the bottle of water followed by we are about to land in half an hour are you sure?? Of course im sure i need to take my meds. I am a veteran and have to take my meds on time.

1 / 10
Spirit Airlines
PriceFrom $56
Free Cancellation
Rating
7.0
7.3

Boarding

6.7

Comfort

7.5

Crew

6.2

Entertainment

6.4

Food

Reviews

Pros: Well, it was not very comfortable and we were delayed for an hour. And a crew member was sick.

Cons: Mostly everything.

1 / 10
United Airlines
PriceFrom $62
Free Cancellation
Rating
6.8
7.2

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Pros: Everything! From ticketing agent to all the crew on our flight back were awesome. Thank you!

1 / 10
American Airlines
PriceFrom $62
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.9

Crew

7.0

Entertainment

6.8

Food

Reviews

Pros: Delayed flight no reasons seems like American Airlines don’t know what to do in these situations

Cons: I believe this airlines should have figured the answer to this question by now.

1 / 10
Delta
PriceFrom $87
Free Cancellation
Rating
8.1
8.3

Boarding

8.4

Comfort

8.3

Crew

7.9

Entertainment

8.1

Food

Reviews

Cons: Wouldn't let us on the flight when there was plenty of time to get there. Manager was arrogant and slow - didn't care. Poor policies at that airport.

1 / 10
Allegiant Air
PriceFrom $124
Free Cancellation
Rating
7.0
7.4

Boarding

7.0

Comfort

8.7

Crew

6.7

Entertainment

7.7

Food

Reviews

Cons: Delayed for 4 hours. No honest apology

1 / 10

Are airlines flying from Orlando to Chicago offering flexible cancellation due to COVID-19?

Some of our partner airlines flying from Orlando to Chicago are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are United Airlines, Spirit Airlines, and American Airlines. You can search for the full list of airlines like United Airlines that are offering this flexibility.


Flights from Orlando to:

  • Round-trip
  • One-way
  • Multi-city
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First